JPH02311403A - Antibacterial and antifungal agent - Google Patents
Antibacterial and antifungal agentInfo
- Publication number
- JPH02311403A JPH02311403A JP13537789A JP13537789A JPH02311403A JP H02311403 A JPH02311403 A JP H02311403A JP 13537789 A JP13537789 A JP 13537789A JP 13537789 A JP13537789 A JP 13537789A JP H02311403 A JPH02311403 A JP H02311403A
- Authority
- JP
- Japan
- Prior art keywords
- antibacterial
- antifungal
- antifungal agent
- polysaccharide
- water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 35
- 239000003242 anti bacterial agent Substances 0.000 title claims abstract description 19
- 229940121375 antifungal agent Drugs 0.000 title claims abstract description 19
- 239000003429 antifungal agent Substances 0.000 title claims abstract description 17
- 150000004676 glycans Chemical class 0.000 claims abstract description 14
- 229920001282 polysaccharide Polymers 0.000 claims abstract description 14
- 239000005017 polysaccharide Substances 0.000 claims abstract description 14
- 150000002373 hemiacetals Chemical class 0.000 claims abstract description 9
- 229920001744 Polyaldehyde Polymers 0.000 claims abstract description 6
- 230000036571 hydration Effects 0.000 claims abstract description 5
- 238000006703 hydration reaction Methods 0.000 claims abstract description 5
- 230000001590 oxidative effect Effects 0.000 claims abstract description 5
- 230000000843 anti-fungal effect Effects 0.000 abstract description 16
- 239000003973 paint Substances 0.000 abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 7
- 239000004566 building material Substances 0.000 abstract description 4
- 229920002678 cellulose Polymers 0.000 abstract description 3
- 239000001913 cellulose Substances 0.000 abstract description 3
- 229920000945 Amylopectin Polymers 0.000 abstract description 2
- 229920000856 Amylose Polymers 0.000 abstract description 2
- 229920002230 Pectic acid Polymers 0.000 abstract description 2
- 150000001298 alcohols Chemical class 0.000 abstract description 2
- 150000007824 aliphatic compounds Chemical class 0.000 abstract description 2
- 150000001491 aromatic compounds Chemical class 0.000 abstract description 2
- 150000002148 esters Chemical class 0.000 abstract description 2
- 150000002576 ketones Chemical class 0.000 abstract description 2
- 239000010318 polygalacturonic acid Substances 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000000835 fiber Substances 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 description 10
- 230000003647 oxidation Effects 0.000 description 8
- 241000894006 Bacteria Species 0.000 description 7
- 239000000243 solution Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 5
- 229920002201 Oxidized cellulose Polymers 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229940107304 oxidized cellulose Drugs 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 4
- ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical compound N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 235000000346 sugar Nutrition 0.000 description 3
- 150000008163 sugars Chemical class 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 239000012085 test solution Substances 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 244000063299 Bacillus subtilis Species 0.000 description 2
- 235000014469 Bacillus subtilis Nutrition 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 241000588724 Escherichia coli Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000002835 absorbance Methods 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000012871 anti-fungal composition Substances 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 229910000403 monosodium phosphate Inorganic materials 0.000 description 2
- 235000019799 monosodium phosphate Nutrition 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000006072 paste Substances 0.000 description 2
- 229910000160 potassium phosphate Inorganic materials 0.000 description 2
- 235000011009 potassium phosphates Nutrition 0.000 description 2
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 2
- JQWHASGSAFIOCM-UHFFFAOYSA-M sodium periodate Chemical compound [Na+].[O-]I(=O)(=O)=O JQWHASGSAFIOCM-UHFFFAOYSA-M 0.000 description 2
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- IAJILQKETJEXLJ-RSJOWCBRSA-N aldehydo-D-galacturonic acid Chemical compound O=C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O IAJILQKETJEXLJ-RSJOWCBRSA-N 0.000 description 1
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229930182830 galactose Natural products 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- JEHCHYAKAXDFKV-UHFFFAOYSA-J lead tetraacetate Chemical compound CC(=O)O[Pb](OC(C)=O)(OC(C)=O)OC(C)=O JEHCHYAKAXDFKV-UHFFFAOYSA-J 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 230000035899 viability Effects 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は、多糖を酸化して得られる水溶性または水難溶
性の抗菌抗かび性のポリアルデヒドまたは、その水和に
よって得られるヘミアセタールを含有する抗菌抗かび剤
に関し、繊維製品、建材、塗料等の抗菌抗かび剤として
広く利用できる。Detailed Description of the Invention (Industrial Application Field) The present invention is directed to a water-soluble or slightly water-soluble antibacterial and antifungal polyaldehyde obtained by oxidizing a polysaccharide, or a hemiacetal obtained by hydration thereof. It can be widely used as an antibacterial and antifungal agent for textile products, building materials, paints, etc.
（従来の技術）
家庭用、産業用を問わず、従来物質に抗菌抗かび性を付
与するためには、これらの性質を有する化合物で物質を
被覆したり、それらの化合物を物質に含浸させて抗菌抗
かび性を付与することが行われている。これらの用途に
用いる抗菌抗かび剤としては、一般によく使用する水や
有機溶媒に溶解性のよいものでは、抗菌抗かび剤が流れ
落ち易いので不適当であり、これらの溶媒に不溶もしく
は難溶性のものが望ましい。また、毒性の強いものや環
境汚染性のあるものも不適当である。(Prior art) In order to impart antibacterial and antifungal properties to conventional substances, whether for household or industrial use, it is necessary to coat the substance with compounds having these properties or impregnate the substance with these compounds. Efforts are being made to impart antibacterial and antifungal properties. Antibacterial and antifungal agents used for these purposes are unsuitable if they have good solubility in commonly used water or organic solvents, as they tend to run off. Something is desirable. Furthermore, highly toxic substances and substances that pollute the environment are also inappropriate.
従来、用いられている抗菌抗かび剤の大部分のものは、
水溶性であり物質を被覆したり物質に含浸させても水で
容易に流れ落ちて不適当である。Most of the conventionally used antibacterial and antifungal agents are
Since it is water-soluble, even if it is coated or impregnated with a substance, it easily washes off with water, making it unsuitable.
また、水溶性もしくは水難溶性の抗菌抗がび剤として、
例えば、水溶性抗菌剤をポリマー等の水溶性打つしりに
担持させたりしたものも開発されてはいるが、充分な抗
菌抗かび性が得られなかったり、水不溶性であっても日
常比較的よく使用する溶媒には溶解するといった問題点
がまだ残されている。In addition, as a water-soluble or poorly water-soluble antibacterial and antifungal agent,
For example, water-soluble antibacterial agents have been developed that are supported by water-soluble antibacterial agents such as polymers, but they do not have sufficient antibacterial and antifungal properties, and even if they are water-insoluble, they are not used in daily life. There still remains the problem of dissolution in the solvent used.
（発明が解決しようとする課題）
本発明者らは、上記の課題、すなわち抗菌抗かび性に優
れ、一般的に使用する溶媒には不溶もしくは難溶であり
、かつ安全性の高い抗菌抗かび剤を開発すべく種々検討
し、本発明に至った。(Problems to be Solved by the Invention) The present inventors have solved the above-mentioned problems by developing an antibacterial and antifungal product that has excellent antibacterial and antifungal properties, is insoluble or sparingly soluble in commonly used solvents, and is highly safe. Various studies were conducted in order to develop a drug, leading to the present invention.
（課題を解決するための手段）
本発明者らは、上記のような問題となる性質を有さない
抗菌抗かび剤として多糖を酸化して得られるポリアルデ
ヒド又はその水和によって得られるヘミアセタールを見
出した。(Means for Solving the Problems) The present inventors have developed polyaldehyde obtained by oxidizing polysaccharide or hemiacetal obtained by hydration thereof as an antibacterial and antifungal agent that does not have the problematic properties described above. I found out.
本発明で用いる多糖としては、セルロース、アミロース
、アミロペクチン、ポリガラクツロン酸のいずれか１種
または２種以上の混合物である。これらの多糖類は、グ
ルコース、ガラクトースまたはガラクツロン酸のいずれ
かを構成糖としており、それらの構成糖は主としてお互
いに１位〜４位間で結合している。これらの構成糖の２
位と３位には二カドリアル水酸基があり、これを過ヨウ
素酸や四酢酸鉛で常法により酸化すると２位と３位の炭
素間の結合が開裂してジアルデヒドが得られる。The polysaccharide used in the present invention is one or a mixture of two or more of cellulose, amylose, amylopectin, and polygalacturonic acid. These polysaccharides have glucose, galactose, or galacturonic acid as their constituent sugars, and these constituent sugars are mainly bonded to each other between the 1st and 4th positions. Two of these constituent sugars
There are dicadrylic hydroxyl groups at the 2- and 3-positions, and when these are oxidized with periodic acid or lead tetraacetate in a conventional manner, the bond between the carbons at the 2- and 3-positions is cleaved, yielding a dialdehyde.
この酸化反応は、通常水中で行われるためジアルデヒド
は水と反応しヘミアセタールとなる。水中では、ジアル
デヒド構造とへミアセタール構造との平衡状態にある（
下図）。This oxidation reaction is usually carried out in water, so dialdehyde reacts with water to form hemiacetal. In water, the dialdehyde structure and hemiacetal structure are in equilibrium (
(Figure below).
原料となる多糖と酸化剤の使用量の比率により、種々の
酸化度の酸化多糖が得られる。より高い抗菌抗かび性を
望む場合には、酸化度は高いほうが良く、一本釣には４
０％以上の酸化度が望ましい。これより酸化度が低くな
ると抗菌抗かび性が望めない場合が生じる可能性がある
。この様にして得られた酸化多糖は、その酸化度に応じ
て多少溶解性は異なるが、一般によく使用する水、アル
コール類、ケトン類、エステル類、脂肪族化合物類や芳
香族化合物等の溶媒に不溶か、もしくは極めて難溶であ
る。色は白色または微黄色、形態は粉末状である。ｐＨ
８程度以下の中性もしくは酸性条件ではへミアセタール
構造から部分的に遊離のアルデヒドが生成し抗菌抗かび
性を示す。ｐＨ８程度以上のアルカリ条件下ではへミア
セタール構造が安定で遊離のアルデヒドが生成せず、ま
た、生成したとしてもアルデヒド間で分子内反応をお越
し、抗菌抗かび性は失われる。Oxidized polysaccharides with various degrees of oxidation can be obtained depending on the ratio of the raw material polysaccharide and the amount of oxidizing agent used. If you want higher antibacterial and antifungal properties, the higher the degree of oxidation, the higher the degree of oxidation.
An oxidation degree of 0% or more is desirable. If the degree of oxidation is lower than this, there is a possibility that antibacterial and antifungal properties cannot be expected. The solubility of the oxidized polysaccharide obtained in this way varies depending on its degree of oxidation, but it can be used in commonly used solvents such as water, alcohols, ketones, esters, aliphatic compounds, and aromatic compounds. It is either insoluble or extremely sparingly soluble. The color is white or slightly yellow, and the form is powder. pH
Under neutral or acidic conditions of about 8 or less, free aldehyde is partially generated from the hemiacetal structure and exhibits antibacterial and antifungal properties. Under alkaline conditions with a pH of about 8 or higher, the hemiacetal structure is stable and free aldehydes are not produced, and even if they are produced, intramolecular reactions occur between the aldehydes and the antibacterial and antifungal properties are lost.
本発明の抗菌抗かび組成物は、繊維製品（カーペット、
カーテン等のインテリアや靴下９手袋２作業服等の衣類
）、建材（床、壁材など）、シート材（テント、キャン
パス等）、塗料等の物質に抗菌抗かび性を付与するため
に用いることができる。本抗菌抗かび剤の形態としては
、ジメチルスルホキシド等の可溶性溶媒中に溶解して溶
液にしたり、あるいはペースト、エマルジョン、懸濁液
等が考えられ、その使用方法としてはスプレ一方法や塗
布方法で物質を被覆しても良く、また含浸させてもよい
。さらに、本抗菌抗かび剤には、その用途によって結着
剤や顔料、他の抗菌抗かび剤を同時に使用してもよいが
、混液がｐＨ８程度以上のアルカリ性になると本抗菌抗
かび剤の活性が失われる可能性がある。溶液、ペースト
、エマルジョン、懸濁その他の各形態で使用する場合、
本抗菌抗かび剤の含有量は、使用目的、希望する抗菌抗
かび性の強さ、抗菌抗かび剤の付着量等により左右され
、特に限定するものではない。The antibacterial and antifungal composition of the present invention can be applied to textile products (carpets,
Used to impart antibacterial and antifungal properties to materials such as interior decorations such as curtains, clothing such as socks, gloves, and work clothes), building materials (floors, wall materials, etc.), sheet materials (tents, campuses, etc.), paints, etc. I can do it. This antibacterial and antifungal agent may be in the form of a solution by dissolving it in a soluble solvent such as dimethyl sulfoxide, or as a paste, emulsion, or suspension. The material may be coated or impregnated. Furthermore, depending on the application, this antibacterial and antifungal agent may be used with binders, pigments, and other antibacterial and antifungal agents, but if the mixed liquid becomes alkaline with a pH of about 8 or higher, the antibacterial and antifungal agent becomes active. may be lost. When used in solution, paste, emulsion, suspension or other forms,
The content of the present antibacterial and antifungal agent depends on the purpose of use, the desired strength of antibacterial and antifungal properties, the amount of the antibacterial and antifungal agent attached, and is not particularly limited.
次に本発明を実施例を用いて更に詳しく説明する。Next, the present invention will be explained in more detail using examples.
（実施例）
実施例１（製造）
セルロース粉末（東洋ろ紙１００〜２００メツシュ）３
０ｇを０．２Ｍの過ヨウ素酸ナトリウム水溶液１１に分
散させ、室温、暗所で撹はんした。一定時間毎に上澄液
の２９０ｎｍにおける吸光度を測定しながら、酸化反応
の進行を確認し、吸光がほぼ無くなった時点で反応液を
ろ別した。残さをエタノールで数回洗浄して常温で減圧
乾燥し、１００％酸化度の酸化セルロース２５ｇを得た
。(Example) Example 1 (Production) Cellulose powder (Toyo Roshi 100-200 mesh) 3
0g was dispersed in 0.2M aqueous sodium periodate solution 11 and stirred at room temperature in the dark. The progress of the oxidation reaction was confirmed by measuring the absorbance at 290 nm of the supernatant liquid at regular intervals, and the reaction liquid was filtered when the absorbance almost disappeared. The residue was washed several times with ethanol and dried under reduced pressure at room temperature to obtain 25 g of oxidized cellulose with a degree of oxidation of 100%.
実施例２（抗菌試験）
試験菌株
大腸菌（Ｅｓｃｈｅｒｉｃｈｉａ ｃｏｌｉ ＩＦ○３
３０１）枯草菌（Ｂａｃｉｌｌｕｓ ５ｕｂｔｉｌｉｓ
ＦＯ３００７）使用緩衝液
緩衝液Ａ（ｐＨ５，９） ；
１／１５Ｍリン酸−カリウム（９ｍｌ）と１／１５Ｍリ
ン酸二水素ナトリウム（１ｍｌ）の混液
緩衝液Ｂ（ｐＨ８，１） ；
１／１５Ｍリン酸−カリウム（０，５ｍ１）と１／１５
Ｍリン酸二水素ナトリウム（９，５ｍ１）の混液試験方
法
１） 表１に示した試験液および対象試験液を調節した
。Example 2 (Antibacterial test) Test strain Escherichia coli IF○3
301) Bacillus subtilis
FO3007) Buffer used Buffer A (pH 5, 9); Mixture of 1/15M potassium phosphate (9 ml) and 1/15 M sodium dihydrogen phosphate (1 ml) Buffer B (pH 8, 1); 1/15 M Potassium phosphate (0.5ml) and 1/15
Mixture test method of M sodium dihydrogen phosphate (9.5 ml) 1) The test solutions and target test solutions shown in Table 1 were prepared.
２） 試験液番号１〜６に試験菌液（１ｍｌ；試験菌数
１０６ケ／ｍｌ）を入れ混合した。2) Test bacteria solution (1 ml; number of test bacteria 106/ml) was added to test solutions Nos. 1 to 6 and mixed.
３） 試験菌液を入れてから２．５時間後に、液を一白
金耳とり、滅菌乾燥ブイヨン（日永製薬。3) 2.5 hours after adding the test bacterial solution, take a loopful of the solution and sterilize it with dry bouillon (Hinaga Pharmaceutical Co., Ltd.).
１０ｍ１）に移植した。10m1).
４） 移植した乾燥ブイヨンを３７°Ｃ２２４時間培養
し、肉眼で液の濁りが認められた時は、試験菌が生存、
液の濁りが認められなかった時は、試験菌が死滅と判定
した。4) Incubate the transplanted dry broth at 37°C for 224 hours, and when turbidity is observed with the naked eye, the test bacteria are viable.
When no turbidity of the liquid was observed, it was determined that the test bacteria were killed.
試験結果 試験結果を表２に示した。Test results The test results are shown in Table 2.
表 ２ 試験菌の生死判定結果
（ただし＋：試験菌生存、−二試験菌死滅）本試験によ
り、本発明の酸化セルロースは大腸菌および枯草菌に対
して中性もしくは酸性条件下で抗菌性を示すことが判明
した。Table 2 Results of determination of viability of test bacteria (+: survival of test bacteria, - 2 kills of test bacteria) According to this test, the oxidized cellulose of the present invention exhibits antibacterial properties against E. coli and Bacillus subtilis under neutral or acidic conditions. It has been found.
実施例３ （抗かび実用試験）
実施例１で製造した１００％酸化度の酸化セルロースと
結着剤セビアンＡ−８００［酢酸ビニル−アクリル共重
合体（ＮＶ５０％）；ダイセル化学工業株式会社製］お
よび有機溶媒を表３に示した割合で混和した懸濁塗料（
実施例）とその塗料から酸化セルロースを除いた塗料（
比較例）とをコンクリート製の風呂場の西側の壁（約２
ｍ２）の１／２ずつに塗布し、１年経過後のかび発生状
況を調べた。その結果、表３に示した様に実施例の塗料
は優れた抗かび性を有していることが判明した。Example 3 (Anti-fungal practical test) Oxidized cellulose with 100% oxidation degree produced in Example 1 and binder Sevian A-800 [vinyl acetate-acrylic copolymer (NV50%); manufactured by Daicel Chemical Industries, Ltd.] and an organic solvent in the proportions shown in Table 3 (suspension paint (
Examples) and paints from which oxidized cellulose was removed (
comparison example) and the west wall of the concrete bathroom (approximately 2
It was applied to 1/2 m2) and the mold growth status was examined after one year. As a result, as shown in Table 3, the paints of Examples were found to have excellent anti-fungal properties.
（発明の効果）
上記実施例でも明らかな様に、本発明の酸化多糖（°よ
、優れた抗菌性と抗かび性を兼ね備えている。しかも一
般によく使用される溶媒には、不溶性もしくは難溶性で
あるため実施例の３で示した風呂場用塗料をはじめ、繊
維製品や建材、その他等の抗菌抗かび剤として広く用い
ることが出来る。さらに本発明の酸化多糖は、天然物で
あるセルース等の多糖を原料としているため安全かつ安
価な新規抗菌抗かび組成物であると言える。(Effect of the invention) As is clear from the above examples, the oxidized polysaccharide of the present invention (°) has both excellent antibacterial and antifungal properties.Moreover, it is insoluble or poorly soluble in commonly used solvents. Therefore, the oxidized polysaccharide of the present invention can be widely used as an antibacterial and antifungal agent for the bathroom paint shown in Example 3, textile products, building materials, etc. Furthermore, the oxidized polysaccharide of the present invention can be used as a natural product such as cellulose. It can be said that it is a new antibacterial and antifungal composition that is safe and inexpensive because it is made from polysaccharide.
Claims (1)
よって得られるヘミアセタールを含有することを特徴と
する抗菌抗かび剤。An antibacterial and antifungal agent characterized by containing a polyaldehyde obtained by oxidizing a polysaccharide or a hemiacetal obtained by hydration thereof.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13537789A JPH02311403A (en) | 1989-05-29 | 1989-05-29 | Antibacterial and antifungal agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13537789A JPH02311403A (en) | 1989-05-29 | 1989-05-29 | Antibacterial and antifungal agent |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH02311403A true JPH02311403A (en) | 1990-12-27 |
Family
ID=15150292
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13537789A Pending JPH02311403A (en) | 1989-05-29 | 1989-05-29 | Antibacterial and antifungal agent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02311403A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001131891A (en) * | 1999-08-24 | 2001-05-15 | Toppan Printing Co Ltd | Waterproof paper and method for manufacturing the same, and paper container |
-
1989
- 1989-05-29 JP JP13537789A patent/JPH02311403A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001131891A (en) * | 1999-08-24 | 2001-05-15 | Toppan Printing Co Ltd | Waterproof paper and method for manufacturing the same, and paper container |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69509464T2 (en) | Antimicrobial | |
| JP2654378B2 (en) | Cyclodextrin derivative having at least one nitrogen-containing heterocycle, method for producing the cyclodextrin derivative, solution and composition containing the cyclodextrin derivative, selective separating agent for multicolor lithography, and covalent bonding of the derivative , Sheets, films, fibrous materials and leathers in different forms | |
| FI104256B (en) | Process for preparing liquid suspensions from polysaccharide mixtures | |
| RU2410403C2 (en) | Hydroxyethyl cellulose substituted in mass, derivatives thereof, preparation method thereof and application | |
| WO1995012602A1 (en) | Antibacterial, antifungal and antiviral agent | |
| JP2000178530A (en) | Use of cyclodextrin-containing compound in aqueous solution | |
| US20050106686A1 (en) | Process for oxidising dialdehyde polysaccharides | |
| DE19520989A1 (en) | Polymer with covalently bound reactive cyclodextrin with N-heterocycle | |
| KR20010022029A (en) | Modified cellulose ethers | |
| CN118063992B (en) | Environment-friendly mildew-proof antibacterial interior wall putty powder and preparation method thereof | |
| DE1446672A1 (en) | Modified starch product for application on cellulose-based webs | |
| FI94764B (en) | Carboxymethylsulfoethylcellulose and process for its preparation | |
| FI94135B (en) | Method of production of cationic starch | |
| JP2009050714A (en) | Material coated or impregnated with oxidized polysaccharide material and biocompatible material | |
| CA2938747A1 (en) | A stabilized sizing formulation | |
| JPH02311403A (en) | Antibacterial and antifungal agent | |
| JP4997733B2 (en) | Inclusion carrier and method for producing the same, and inclusion body, antibacterial agent and method for imparting water solubility using inclusion carrier | |
| JP4759997B2 (en) | Polyuronic acid molded article and method for producing the same | |
| DE10135162A1 (en) | Antimicrobial paste | |
| JP2021536525A (en) | Functionalization and enhancement of cellulosic materials in dry and wet conditions by oxidative polysaccharides | |
| EP1270662B1 (en) | Hydrocolloid compositions and their use for the manufacture of redispersable coatings, films, sheets and papers | |
| JPH064808B2 (en) | Water resistant film formation method | |
| US2385240A (en) | Aqueous soybean protein compositions | |
| JP2006077149A (en) | Polyglucuronic acid and method for producing the same | |
| EP3214098B1 (en) | Cellulose ethers substituted with hydroxyalkyl and omega-alkinyl groups and cellulose ethers substituted with hydroxyalkyl, omega-alkinyl and azido groups and their use as water-insoluble adhesives |